Uploading new files to iTunes U suddenly not working

One of the instructors I support has been uploading mp3 files to iTunes U all semester. Suddenly, he can't upload. He starts it, and it says it is finished, but the Upload progress bar never goes away and his new file is never added to the list of files. I can upload just fine to his shell from my machine. We are using the same version of iTunes (7.6.0.29). What can I do to help him?

Same prof had the same problem, so I went over to his office this morning. He stepped through the process, opened it in Audacity, saved it as an Audacity project, and exported it to MP3. During upload, it still reached the end showing the filesize uploaded and the total filesize and hung there without finishing. Like your experience, it has worked in the past. I showed him how to drag the WAV file into iTunes and convert it to MP3, edit the metadata in Info and upload that file. That worked like a charm. At this point, I'm recommending going through iTunes if there's no editing. But the question remains, why is this happening?

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